Cyclopropylmethyl derivatives of the transition metals. Insertion reactions and ring openings with formation of η3-crotyl and σ,π-acyl complexes catalyzed by triphenylphosphine

Keith H. Pannell, Ramesh N. Kapoor, Mona Wells, Tony Giasolli, L. Párkányí

Research output: Contribution to journalArticle

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Abstract

Reactions of the salts (η5-C5H5)M(CO)n -Na+ (M = Fe, Mo, W; n = 2, 3) with cyclopropylmethyl bromide, CPM-Br, lead to good yields of the corresponding metal-CPM complexes. These undergo rapid CO insertion reactions upon treatment with PPh3 in THF. The kinetics of the insertion reaction of the Mo complex have been performed, and it was shown to be 6 times faster than that of the Mo-methyl complex. The crystal structure of the related Fe complex is reported. Thermal treatment of the title complexes in hexane with PPh3 leads to excellent yields of the ring opened and rearranged phosphine free η3-crotyl complexes. In the specific case of the W complex, both the thermal and photochemical reactions lead to the formation of an extra complex, (η5-C5H5)W(CO)2COCH 2CH2CH=CH2.

Original languageEnglish
Pages (from-to)663-667
Number of pages5
JournalOrganometallics
Volume6
Issue number3
Publication statusPublished - 1987

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Carbon Monoxide
Transition metals
insertion
phosphine
transition metals
Derivatives
rings
Photochemical reactions
Hexanes
Metal complexes
Bromides
Salts
Crystal structure
Heat treatment
phosphines
photochemical reactions
bromides
Kinetics
salts
crystal structure

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Cyclopropylmethyl derivatives of the transition metals. Insertion reactions and ring openings with formation of η3-crotyl and σ,π-acyl complexes catalyzed by triphenylphosphine. / Pannell, Keith H.; Kapoor, Ramesh N.; Wells, Mona; Giasolli, Tony; Párkányí, L.

In: Organometallics, Vol. 6, No. 3, 1987, p. 663-667.

Research output: Contribution to journalArticle

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AU - Giasolli, Tony

AU - Párkányí, L.

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N2 - Reactions of the salts (η5-C5H5)M(CO)n -Na+ (M = Fe, Mo, W; n = 2, 3) with cyclopropylmethyl bromide, CPM-Br, lead to good yields of the corresponding metal-CPM complexes. These undergo rapid CO insertion reactions upon treatment with PPh3 in THF. The kinetics of the insertion reaction of the Mo complex have been performed, and it was shown to be 6 times faster than that of the Mo-methyl complex. The crystal structure of the related Fe complex is reported. Thermal treatment of the title complexes in hexane with PPh3 leads to excellent yields of the ring opened and rearranged phosphine free η3-crotyl complexes. In the specific case of the W complex, both the thermal and photochemical reactions lead to the formation of an extra complex, (η5-C5H5)W(CO)2COCH 2CH2CH=CH2.

AB - Reactions of the salts (η5-C5H5)M(CO)n -Na+ (M = Fe, Mo, W; n = 2, 3) with cyclopropylmethyl bromide, CPM-Br, lead to good yields of the corresponding metal-CPM complexes. These undergo rapid CO insertion reactions upon treatment with PPh3 in THF. The kinetics of the insertion reaction of the Mo complex have been performed, and it was shown to be 6 times faster than that of the Mo-methyl complex. The crystal structure of the related Fe complex is reported. Thermal treatment of the title complexes in hexane with PPh3 leads to excellent yields of the ring opened and rearranged phosphine free η3-crotyl complexes. In the specific case of the W complex, both the thermal and photochemical reactions lead to the formation of an extra complex, (η5-C5H5)W(CO)2COCH 2CH2CH=CH2.

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